The chiral indan derivative (S)-2 (2-[(8S)-1,6,7,8-tetrahydro-2H-indeno]5,4-b[furan-8-yl]ethylamine) was synthesized by enzyme-catalyzed asymmetric hydrolysis of the racemic acetamide I (N- [2-(1,6,7,8-tetrahydro-2H-indeno[5,4-b]furan-8-yl)ethyl]acetamide). The reaction was carried out using Bacillus sp. SUI-12 screened for the ability to hydrolyze I to give (S)-2 with high enantioselectivity. In a scaled-up experiment, a low reaction rate was observed. However, by changing the culture medium and the reaction conditions, it became possible to run the reaction to 40% conversion on a 10-g or more scale, obtaining (S)-2 at >99% enantiomeric excess (cc). The (S)-2 obtained was available for the synthesis of the melatonin receptor agonist TAK-375 (N-[2-[(8S)1,6,7,8-tetrahydro-2H-indeno[5,4-b]furan-8-yl] ethyl] propanamide).